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Issue 23, 2013
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A new phenanthroline–oxazine ligand: synthesis, coordination chemistry and atypical DNA binding interaction

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Abstract

1,10-Phenanthroline-5,6-dione and L-tyrosine methyl ester react to form phenanthroline–oxazine (PDT) from which [Cu(PDT)2](ClO4)2 and [Ag(PDT)2]ClO4·2MeOH are obtained. Binding to calf-thymus DNA by Ag(I) and Cu(II) PDT complexes exceed bis-1,10-phenanthroline analogues and the minor groove binding drugs, pentamidine and netropsin. Furthermore, unlike the artificial metallonuclease, [Cu(phen)2]2+, the [Cu(PDT)2]2+ complex does not cleave DNA in the presence of added reductant indicating unique interaction with DNA.

Graphical abstract: A new phenanthroline–oxazine ligand: synthesis, coordination chemistry and atypical DNA binding interaction

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Publication details

The article was received on 04 Dec 2012, accepted on 05 Feb 2013 and first published on 06 Feb 2013


Article type: Communication
DOI: 10.1039/C3CC38710K
Citation: Chem. Commun., 2013,49, 2341-2343
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    A new phenanthroline–oxazine ligand: synthesis, coordination chemistry and atypical DNA binding interaction

    M. McCann, J. McGinley, K. Ni, M. O'Connor, K. Kavanagh, V. McKee, J. Colleran, M. Devereux, N. Gathergood, N. Barron, A. Prisecaru and A. Kellett, Chem. Commun., 2013, 49, 2341
    DOI: 10.1039/C3CC38710K

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